Hailey and Andy first met in high school at Hailey's dad's running club in Richmond, Kentucky. Their friendship grew over the years through their shared love for running. During their junior year of high school, Hailey needed a prom date and asked Andy, which marked the beginning of a stronger connection. They had a magical prom night, and on April 30th, 2018, they officially became a couple, transforming their years-long friendship into a loving relationship. Now, after being together for 7 years, Hailey is a dedicated nurse, and Andy serves in the military. They have made a home together in San Diego, where they continue to support and cherish each other through life's adventures.

Andy had meticulously planned a day filled with nostalgia and love, beginning with visits to the spots they used to frequent during their high school days. As they wandered down memory lane, they talked about their future and their dreams, relishing the comfort of each other's company. As the sun set, they made their way to Lexington for a dinner Andy had arranged. The night was filled with laughter, delicious food, and fine wine, making the evening truly magical. After dinner, Andy suggested one more stop before heading back—Thoroughbred Park. Under the serene moonlight, with the park's statues as silent witnesses, Andy got down on one knee and proposed to Hailey. It was a moment just for the two of them, a perfect culmination of their journey together. They embraced, filled with joy and excitement for their future.